FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing derivatives of 9-[hydroxy(pentafluorophenyl)methyl]-1H-benzo[f]isoindole-4-carboxylic acids of general formula:
,
involving reaction of N-[(2E)-3-phenylprop-2-en-1-yl]aniline, unsubstituted or substituted on 4-th position of aniline fragment, with maleic anhydride in a solution of acetonitrile, stirring for 20 minutes, then adding pentafluorobenzaldehyde and boiling for 12 hours, then after filtering, washing the crystalline fraction with diethyl ether and air-drying the product, 9-[hydroxy(pentafluorophenyl)methyl]-1H-benzo[f]isoindole-4-carboxylic acid is obtained, unsubstituted or substituted at 4-th position of aniline fragment with methyl, methoxy or ethoxycarbonyl group.
EFFECT: single-step method of producing 9-substituted benzo[f]isoindol-4-one by reacting N-[(2E)-3-phenylprop-2-en-1-yl]anilines with maleic anhydride and pentafluorobenzaldehyde.
1 cl, 4 ex
| Title | Year | Author | Number |
|---|---|---|---|
| PYRIMIDINE AMIDE COMPOUNDS AS PGDS INHIBITORS | 2006 |
|
RU2420519C2 |
| 2-THIO SUBSTITUTED DERIVATIVES OF IMIDAZOLE AND THEIR USE IN PHARMACEUTICALS | 2003 |
|
RU2331638C2 |
| MODULATORS OF ATP-BINDING TRANSPORTERS | 2010 |
|
RU2552353C2 |
| ARYLMETHOXY ISOINDOLIN DERIVATIVE, COMPOSITIONS INCLUDING THEREOF AND METHODS OF THEIR APPLICATION | 2011 |
|
RU2567753C2 |
| METHOD FOR PRODUCING PYRROLO[2,1-A]ISOQUINOLINES | 2017 |
|
RU2656225C1 |
| METHOD OF OBTAINING HYDROXAMIC ACIDS, DERIVATIVES OF 2-ARYL-2.3-DIHYDROQUINAZOLIN-4(1H)-ONES | 2020 |
|
RU2744750C1 |
| PYRIMIDINE DERIVATIVES WITH ANTAGONIST PROPERTIES TOWARDS CRTH2(VERSIONS) | 2004 |
|
RU2361865C2 |
| HETEROCYCLIC COMPOUNDS, THEIR USING AND PHARMACEUTICAL COMPOSITION FOR TREATMENT OF STATES MEDIATED BY CXCR4 AND CCR5 | 2001 |
|
RU2277092C2 |
| SUBSTITUTED N-(INDOLE-2-CARBONYL)-GLYCINEAMIDES AND THEIR DERIVATIVES, METHODS OF TREATMENT OF PATIENTS AND PHARMACEUTICAL COMPOSITION | 1996 |
|
RU2143424C1 |
| METHOD OF PRODUCING FLUNARIZINE | 2015 |
|
RU2600450C1 |
